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Winter Park Homes For Sale & Real Estate - 389 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 2406 SUMMERFIELD ROAD, WINTER PARK, FL 32792

    $419,000Listed 01/18/2019 9:47AM   MLS ID: O5757359

    For Sale O5757359 - 2406 SUMMERFIELD ROAD, WINTER PARK, FL 32792 31 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2293
       Built: 1966   Tax: $4,728 (2018)
    Community: Williamsburg
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($2,296) + Taxes in 2018 ($394)

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    Taxes:$4,728

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1918 LOCH BERRY ROAD, WINTER PARK, FL 32792

    $365,000Listed 01/18/2019 9:47AM   MLS ID: O5757973

    For Sale O5757973 - 1918 LOCH BERRY ROAD, WINTER PARK, FL 32792 31 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1737
       Built: 1955   Tax: $1,355 (2017)
    Community: Kenilworth Shores Sec 01
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($2,000) + Taxes in 2017 ($113)

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    Taxes:$1,355

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 1241 RICHMOND ROAD, WINTER PARK, FL 32789

    $719,900189 Days on yellowkey   MLS ID: A4408462

    3 Days Off yellowkey (back on 1/18/2019)

    REDUCED by $30,000 (4.0%) on 12/06/2018

    For Sale A4408462 - 1241 RICHMOND ROAD, WINTER PARK, FL 32789 24 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2546
       Built: 1947   Tax: $3,346 (2017)
    Community: Virginia Heights Rep
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,223 (change assumption)
    Mortgage ($3,945) + Taxes in 2017 ($279)

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    Taxes:$3,346

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 2429 WHITEHALL CIRCLE, WINTER PARK, FL 32792

    $379,90033 Days on yellowkey   MLS ID: O5752567

    11 Days Off yellowkey (back on 1/18/2019)

    For Sale O5752567 - 2429 WHITEHALL CIRCLE, WINTER PARK, FL 32792 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1551
       Built: 1962   Tax: $2,189 (2017)
    Community: Brookshire Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,264 (change assumption)
    Mortgage ($2,082) + Taxes in 2017 ($182)

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    Taxes:$2,189

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Glenridge Middle


  • 1110 N PARK AVENUE, WINTER PARK, FL 32789

    $1,170,00016 Days on yellowkey   MLS ID: O5754514

    9 Days Off yellowkey (back on 1/18/2019)

    For Sale O5754514 - 1110 N PARK AVENUE, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3217
       Built: 1957   Tax: $8,736 (2017)
    Community: Robert Dhu Macdonald Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $7,139 (change assumption)
    Mortgage ($6,411) + Taxes in 2017 ($728)

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    Taxes:$8,736

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Maitland Middle


  • 2449 FIRSTLIGHT WAY, WINTER PARK, FL 32792

    $308,9201 Day on yellowkey   MLS ID: O5757734

    For Sale O5757734 - 2449 FIRSTLIGHT WAY, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1961
       Built: 2018
    Monthly Fee: $235

    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,928 (change assumption)
    Mortgage ($1,693) + Fees ($235) + Taxes in 2018 ($0)

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    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 2437 FIRSTLIGHT WAY, WINTER PARK, FL 32792

    $319,4301 Day on yellowkey   MLS ID: O5757741

    For Sale O5757741 - 2437 FIRSTLIGHT WAY, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,027 (change assumption)
    Mortgage ($1,750) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2433 FIRSTLIGHT, WINTER PARK, FL 32792

    $326,0301 Day on yellowkey   MLS ID: O5757756

    For Sale O5757756 - 2433 FIRSTLIGHT, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,786) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2421 FIRSTLIGHT, WINTER PARK, FL 32792

    $313,3601 Day on yellowkey   MLS ID: O5757765

    For Sale O5757765 - 2421 FIRSTLIGHT, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,994 (change assumption)
    Mortgage ($1,717) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 2021 PONDEROSA AVENUE, WINTER PARK, FL 32792

    $239,9001 Day on yellowkey   MLS ID: O5757971

    For Sale O5757971 - 2021 PONDEROSA AVENUE, WINTER PARK, FL 32792 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1256
       Built: 1966   Tax: $2,248 (2018)
    Community: Eastbrook Sub Unit 8
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,502 (change assumption)
    Mortgage ($1,314) + Taxes in 2018 ($187)

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    Taxes:$2,248

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1157 KENWOOD AVENUE, WINTER PARK, FL 32789

    $1,118,0001 Day on yellowkey   MLS ID: O5757572

    For Sale O5757572 - 1157 KENWOOD AVENUE, WINTER PARK, FL 32789 36 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 3834
       Built: 2006   Tax: $14,328 (2017)
    Community: Dixie Terrace
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $7,320 (change assumption)
    Mortgage ($6,126) + Taxes in 2017 ($1,194)

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    Taxes:$14,328

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Maitland Middle


  • 1834 LOCH BERRY ROAD, WINTER PARK, FL 32789

    $1,650,0001 Day on yellowkey   MLS ID: O5757820

    For Sale O5757820 - 1834 LOCH BERRY ROAD, WINTER PARK, FL 32789 27 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 4205
       Built: 2018   Tax: $4,531 (2017)
    Community: Kenilworth Shores Sec 01
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $9,418 (change assumption)
    Mortgage ($9,041) + Taxes in 2017 ($378)

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    Taxes:$4,531

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Glenridge Middle


  • 830 N PHELPS AVENUE, WINTER PARK, FL 32789

    $429,0001 Day on yellowkey   MLS ID: O5757853

    For Sale O5757853 - 830 N PHELPS AVENUE, WINTER PARK, FL 32789 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1524
       Built: 1958   Tax: $4,699 (2017)
    Community: Osceola Or Lakeview Deed
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($2,351) + Taxes in 2017 ($392)

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    Taxes:$4,699

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Maitland Middle


  • 1419 MILLER AVENUE, WINTER PARK, FL 32789

    $325,00063 Days on yellowkey   MLS ID: O5747442

    REDUCED by $24,900 (7.1%) on 01/18/2019

    For Sale O5747442 - 1419 MILLER AVENUE, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1716
       Built: 1932   Tax: $1,589 (2017)
    Community: Lawndale
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,781) + Taxes in 2017 ($132)

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    Taxes:$1,589

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 3681 MIDIRON DRIVE, WINTER PARK, FL 32789

    $390,000110 Days on yellowkey   MLS ID: O5737537

    REDUCED by $9,995 (2.5%) on 01/18/2019

    For Sale O5737537 - 3681 MIDIRON DRIVE, WINTER PARK, FL 32789 19 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2231
       Built: 1955   Tax: $2,558 (2017)
    Community: Golfview
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,350 (change assumption)
    Mortgage ($2,137) + Taxes in 2017 ($213)

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    Taxes:$2,558

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 922 BONITA DRIVE, WINTER PARK, FL 32789

    $1,569,00047 Days on yellowkey   MLS ID: O5749944

    25 Days Off yellowkey (back on 1/18/2019)

    REDUCED by $26,000 (1.6%) on 01/18/2019

    For Sale O5749944 - 922 BONITA DRIVE, WINTER PARK, FL 32789 31 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4879
       Built: 2000   Tax: $21,709 (2018)
    Community: Comstock Park
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $10,406 (change assumption)
    Mortgage ($8,597) + Taxes in 2018 ($1,809)

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    Taxes:$21,709

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1315 ORCHID AVENUE, WINTER PARK, FL 32789

    $259,900175 Days on yellowkey   MLS ID: O5723748

    9 Days Off yellowkey (back on 11/3/2018)

    REDUCED by $7,600 (2.8%) on 01/18/2019

    For Sale O5723748 - 1315 ORCHID AVENUE, WINTER PARK, FL 32789 18 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1323
       Built: 1954   Tax: $2,508 (2017)
    Community: Blk C Pt Rep 02
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,424) + Taxes in 2017 ($209)

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    Taxes:$2,508

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2017

    Middle School: College Park Middle


  • 2905 MULFORD AVENUE, WINTER PARK, FL 32789

    $480,00033 Days on yellowkey   MLS ID: O5752190

    REDUCED by $10,000 (2.0%) on 01/18/2019

    For Sale O5752190 - 2905 MULFORD AVENUE, WINTER PARK, FL 32789 19 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 1953   Tax: $3,858 (2017)
    Community: Northwood Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,952 (change assumption)
    Mortgage ($2,630) + Taxes in 2017 ($322)

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    Taxes:$3,858

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Audubon Park K-8


  • 1651 VIBURNUM LANE, WINTER PARK, FL 32792

    $270,00044 Days on yellowkey   MLS ID: O5749738

    REDUCED by $3,000 (1.1%) on 01/18/2019

    For Sale O5749738 - 1651 VIBURNUM LANE, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1576
       Built: 1960   Tax: $1,988 (2017)
    Community: Eastbrook Sub Unit 05
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,645 (change assumption)
    Mortgage ($1,479) + Taxes in 2017 ($166)

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    Taxes:$1,988

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 292 SCOTTSDALE SQUARE, WINTER PARK, FL 32792

    $108,90047 Days on yellowkey   MLS ID: O5749949

    25 Days Off yellowkey (back on 1/18/2019)

    INCREASED by $24,000 (28.3%) on 01/18/2019

    For Sale O5749949 - 292 SCOTTSDALE SQUARE, WINTER PARK, FL 32792 3 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1085
       Built: 1974   Tax: $1,068 (2018)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $686 (change assumption)
    Mortgage ($597) + Taxes in 2018 ($89)

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    Taxes:$1,068

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.